Email video games — Strong Bad says during his intro that "Email is like a prison. A prison with no walls... and no toilet." He also says the email sender is someone from the inside and wishes he get out soon.

Hallrunner — One of the obstacles the Hallrunner encounters is a prisoner.

Email portrait — Disappointed in Strong Mad's macaroni picture, Strong Bad says he could have hired a five-year-old kindergartner to make a macaroni picture, but he finds doing such a thing creepy and something he would likely go to jail for.

Play Date — When Homestar Runner is calling around, Bubs is revealed to be in federal prison and Coach Z is in juvenile prison. In an Easter egg at the end of the toon, Bubs says he got out of federal prison for snitchy behavior.